Potassium Carbonate → HCID 67469699, compound

Participants

Reaction Conditions

Reaction Steps

Tert-butyl 4-((3R,4S)-4-(benzyloxy)-3-(methylsulfonyloxy)-2-oxopyrrolidin-1-yl)piperidine-1-carboxylate (620 mg, 1.32 mmol) was dissolved in dry DMSO (10 mL) and 4-bromo-2-fluorophenol (303 mg, 1.59 mmol) and K2CO3 (219 mg, 1.59 mmol) were added and the reaction heated to 70° C. under nitrogen overnight. The reaction was partitioned between water and EtOAc, extracted, dried over Na2SO4, filtered and concentrated. The residue was purified over silica gel (50 to 75% EtOAc in hexane) to afford tert-butyl 4-((3S,4S)-4-(benzyloxy)-3-(4-bromo-2-fluorophenoxy)-2-oxopyrrolidin-1-yl)piperidine-1-carboxylate (300 mg, 0.532 mmol, 40.2% yield) as a crude material, which was taken forward without further purification.

Provenance & Evidence